Claisen rearrangement of γ-hydroxyvinyl sulfones via ketene acetal derivatives. A new entry to functionalized (2E,4E)-alkadienoic esters

Article abstract of DOI:10.1016/S0040-4039(98)01151-4

In situ prepared ketene acetals of γ-hydroxyvinyl sulfones undergo a Claisen rearrangement affording 3-phenylsulfonyl esters. These compounds are convened to (2E,4E)-dienoic esters by a base-assisted elimination of benzenesulfinic acid.